Synthesis and characterization of novel (oligo)thienyl-imidazo-phenanthrolines as versatile π-conjugated systems for several optical applications

Rosa M. F. Batista, Susana P. G. Costa, M. Belsley, Carlos Lodeiro, M. Manuela M. Raposo

Research output: Contribution to journalArticlepeer-review

81 Citations (Scopus)

Abstract

A series of new heterocyclic chromophores 3-6 were synthesized in moderate to excellent yields by condensation of 5,6-phenantroline-dione with formyl-thiophene derivatives 1-2 in the presence of ammonium acetate in glacial acetic acid. These chromophores possess an (oligo)thienyl π-conjugated system attached to an imidazo-phenanthroline moiety. These derivatives were evaluated concerning their solvatochromic properties, thermal stabilities, and molecular optical nonlinearities.

Original languageEnglish
Pages (from-to)9230-9238
Number of pages9
JournalTetrahedron
Volume64
Issue number39
DOIs
Publication statusPublished - 22 Sep 2008

Keywords

  • π-Conjugated systems
  • Hyper-Rayleigh scattering (HRS)
  • Imidazole
  • Nonlinear optics (NLO)
  • Phenanthroline
  • Solvatochromic probes
  • Thermal stability
  • Thiophene

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